9,926

Southeast Winterhaven Homes

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  • /42

    $254,900

    $15K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,706 Sq Ft

    4622 Cypress Gardens Rd, Winter Haven, FL 33884

    Under contract-accepting backup offers. Move-In Ready with Major Updates! Welcome home to this beautifully refreshed 3-bedroom, 2-bath, 2-car garage residence offering over 1,700 square feet of comfortable living space in the heart of Winter Haven. Featuring a NEW ROOF, a NEW HVAC SYSTEM, and stylish interior finishes throughout, this home is ready for its next owner to move right in! Inside,

    Agent Photo

    Sam Daniels

    KELLER WILLIAMS REALTY SMART 1

    4622 Cypress Gardens Rd, Winter Haven, FL 33884
  • /14

    Starting at $1,310 Per Month

    • 1 - 3 Beds

    4900 Cypress Gardens Rd, Winter Haven, FL 33884

    A variety of spacious and inviting floor plans await you at Arbours at Garden Grove. Choose from one of our three floor plans offering one, two and three bedrooms, designed with your comfort in mind. Enjoy an assortment of amenities such as vaulted ceilings, a wet bar, air conditioning and double vanities to name a few! The Arbours at Garden Grove amenities extend far beyond your doorstep. Take a

    The Arbours at Garden Grove

    4900 Cypress Gardens Rd, Winter Haven, FL 33884
  • /2

    $369,999

    Sold Oct 20, 2025

    5465 San Pietro Dr, Winter Haven, FL 33884

    • 4 Beds
    • 3 Baths
    • 2,292 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $161/SF
    • 10 Days On Market

    Current Estimated Value $352,902

    Casa Fresca Homes Villa Mar

    5465 San Pietro Dr, Winter Haven, FL 33884
    • /2

      Est $347,652

      Not Listed For Sale

      3833 Giorgio Dr, Winter Haven, FL 33884

      • 4 Beds
      • 3 Baths
      • 2,631 Sq Ft
      • Built 2024
      3833 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 100 Days On Market

  • /100

    $344,900

    $5K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,816 Sq Ft

    4184 Aberdeen Ln, Lake Wales, FL 33859

    Under contract-accepting backup offers. You don't want to miss out on this ready-to-move-in, well-maintained BISCAYNE floor plan home. This 3-bedroom, 2-bath open-floor-plan home features many special upgrades and updates. In addition to being located in a cul-de-sac, this home was built on a premium, oversized, and irregularly shaped pond-frontage lot with views of a nature preserve. Upon

    Agent Photo

    Michael Krigelski

    A+ REALTY LLC

    4184 Aberdeen Ln, Lake Wales, FL 33859
  • /15

    $1,990 Per Month

    • 3 Beds
    • 2 Baths
    • 1,645 Sq Ft
    • House for Rent

    505 Reddicks Cir, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    505 Reddicks Cir, Winter Haven, FL 33884
  • /2

    $295,000

    Sold Jun 11, 2026

    4136 Aberdeen Ln, Lake Wales, FL 33859

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft
    • Built 2004

    Last Sold Summary

    • 8% Below List Price
    • $196/SF
    • 26 Days On Market

    Current Estimated Value $300,376

    Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

    4136 Aberdeen Ln, Lake Wales, FL 33859
    • /2

      Est $379,761

      Not Listed For Sale

      4145 Giorgio Dr, Winter Haven, FL 33884

      • 5 Beds
      • 3 Baths
      • 2,601 Sq Ft
      • Built 2025
      4145 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 127 Days On Market

  • /65

    $489,900

    Open Sat 11AM - 2PM $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,333 Sq Ft

    408 Talamone Dr, Winter Haven, FL 33884

    This well-maintained 4-bedroom, 3-bathroom pool home is located in the sought-after gated community of Tuscany at Winterset, offering both comfort and style in a prime setting. Inside, you’ll find an inviting layout highlighted by solid surface countertops, elegant tray ceilings, and detailed crown molding that adds a refined touch throughout the living spaces. Major updates provide peace of

    Agent Photo

    Tony Insua Jr.

    LOCKHART & ASSOCIATES INC

    408 Talamone Dr, Winter Haven, FL 33884
  • /16

    $2,145 Per Month

    • 3 Beds
    • 2 Baths
    • 2,056 Sq Ft
    • House for Rent

    878 Terranova Rd, Winter Haven, FL 33884

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2409.90. That covers your base rent, $2145.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    878 Terranova Rd, Winter Haven, FL 33884
  • /2

    $352,690

    Sold Sep 10, 2025

    2803 San Marco Way, Winter Haven, FL 33884

    • 3 Beds
    • 2.5 Baths
    • 2,298 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $153/SF

    Current Estimated Value $352,141

    Maronda Homes Villamar

    2803 San Marco Way, Winter Haven, FL 33884
    • /2

      Est $333,003

      Not Listed For Sale

      3428 Costello Cir, Winter Haven, FL 33884

      • 5 Beds
      • 3 Baths
      • 2,447 Sq Ft
      • Built 2024
      3428 Costello Cir, Winter Haven, FL 33884

      Last Sold Summary

      • 136 Days On Market

  • /94

    $529,900

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,937 Sq Ft

    4004 Sable Loop Dr, Lake Wales, FL 33859

    One or more photos have been virtually staged. Welcome to your private haven and next exciting chapter in Lake Ashton, Central Florida’s premier 55+ active-adult community, where elegance, comfort, and Florida charm blend seamlessly. This luxurious residence (with CDD Debt PAID IN FULL) offers over 2,900 square feet of custom living space, beginning with stunning double leaded-glass entry doors

    Agent Photo

    Brad Kirwan

    GLOBAL LIFESTYLE LLC

    4004 Sable Loop Dr, Lake Wales, FL 33859
  • /16

    $2,060 Per Month

    • 4 Beds
    • 2 Baths
    • 2,088 Sq Ft
    • House for Rent

    436 Fish Hawk Dr, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

    436 Fish Hawk Dr, Winter Haven, FL 33884
  • /2

    $319,990

    Sold May 13, 2026

    4125 Giorgio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,305 Sq Ft
    • Built 2026

    Last Sold Summary

    • $139/SF

    Current Estimated Value $301,568

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    4125 Giorgio Dr, Winter Haven, FL 33884
    • /2

      Est $272,044

      Not Listed For Sale

      1637 Teagan Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,487 Sq Ft
      • Built 2024
      1637 Teagan Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 66 Days On Market

  • /33

    $390,500

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,027 Sq Ft

    4081 Dunmore Dr, Lake Wales, FL 33859

    Experience peaceful waterfront living in the guard-gated 55+ community of Lake Ashton. Situated on a prime waterfront lot just moments from the community amenities, this impeccably maintained 3-bedroom, 2-bath home with a separate office offers beautiful water views from multiple areas of the home including the living spaces, lanai, and bedrooms. Inside, the home features new luxury vinyl plank

    Agent Photo

    Mary Sorrell

    MAZELG REALTY

    4081 Dunmore Dr, Lake Wales, FL 33859
  • /20

    $2,195 Per Month

    • 4 Beds
    • 2 Baths
    • 1,851 Sq Ft
    • House for Rent

    397 Corso Loop, Winter Haven, FL 33884

    Property Id: 1220815 Beautiful and spacious 4-bedroom, 2-bath single-family home located in the highly desirable Villamar community in Winter Haven. Built in 2020, this modern home features an open-concept floor plan with a bright living area, spacious kitchen, stainless steel appliances, laminate floor throughout, and a large island perfect for entertaining. The split-bedroom layout offers

    397 Corso Loop, Winter Haven, FL 33884
  • /30

    $259,990

    Sold Jun 02, 2026

    4102 Penelope Ave, Winter Haven, FL 33859

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $185/SF
    • 30 Days On Market

    Dream Finders Homes Annabelle Estates

    4102 Penelope Ave, Winter Haven, FL 33859
    • /2

      Est $298,097

      Not Listed For Sale

      3166 Laurel Oak Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,646 Sq Ft
      • Built 2024
      3166 Laurel Oak Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 195 Days On Market

  • /25

    $324,999

    New Construction $4K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,038 Sq Ft

    5394 San Pietro Dr, Winter Haven, FL 33884

    The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and

    Builder Photo

    Casa Fresca Homes

    Builder

    5394 San Pietro Dr, Winter Haven, FL 33884
  • /20

    $2,345 Per Month

    • 3 Beds
    • 2 Baths
    • 2,126 Sq Ft
    • House for Rent

    4681 Mandolin Loop, Winter Haven, FL 33884

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2489.90. That covers your base rent, $2345.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    4681 Mandolin Loop, Winter Haven, FL 33884
  • /2

    $285,000

    Sold Mar 16, 2026

    5316 Hogan Ln, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,339 Sq Ft
    • Built 2013

    Last Sold Summary

    • 1% Below List Price
    • $213/SF
    • 13 Days On Market

    Current Estimated Value $285,012

    Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

    5316 Hogan Ln, Winter Haven, FL 33884
    • /2

      Est $257,086

      Not Listed For Sale

      5108 Sylas Jax Ave, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,358 Sq Ft
      • Built 2025
      5108 Sylas Jax Ave, Winter Haven, FL 33884

      Last Sold Summary

      • 162 Days On Market

  • /4

    $160,000

    $10K PRICE INCREASE Pending
    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    915 C F Kinney Rd, Lake Wales, FL 33859

    Short Sale. SHORT SALE! Lakefront property, just over 1 acre. The existing two-story home requires significant repairs, including foundation and structural. Buyers are aware this is a short sale. Cash buyers only, full price for short sale approval. State of Home is recommended to tear down or invest a substantial amount to reinforce structural integrity. This is a True As -Is , How-Is, Where-Is

    Agent Photo

    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    915 C F Kinney Rd, Lake Wales, FL 33859
  • /15

    $1,835 Per Month

    • 4 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • House for Rent

    850 Terranova Rd, Winter Haven, FL 33884

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 4-bedroom, 2-bathroom rental home in Winter Haven, FL, has a lot to offer; does it check all your boxes?

    850 Terranova Rd, Winter Haven, FL 33884
  • /16

    $279,304

    Sold Oct 08, 2025

    2126 Chris Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,487 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $188/SF
    • 8 Days On Market

    Current Estimated Value $281,181

    Lennar Peace Creek Reserve - Estate Key Collection

    2126 Chris Dr, Winter Haven, FL 33884
    • /2

      Est $517,840

      Not Listed For Sale

      5436 Hogan Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 2,532 Sq Ft
      • Built 2014
      5436 Hogan Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 66 Days On Market

  • /21

    $279,499

    New Construction $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,615 Sq Ft

    6006 Navona Way, Winter Haven, FL 33884

    Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and

    Builder Photo

    Casa Fresca Homes

    Builder

    6006 Navona Way, Winter Haven, FL 33884
  • /18

    $1,799 Per Month

    • 3 Beds
    • 2 Baths
    • 1,930 Sq Ft
    • House for Rent

    2112 Jonathan Ln, Winter Haven, FL 33884

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1943.90. That covers your base rent, $1799.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    2112 Jonathan Ln, Winter Haven, FL 33884
  • /2

    $290,000

    Sold Nov 26, 2025

    1480 Leamington Ln, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft
    • Built 2024

    Last Sold Summary

    • 17% Below List Price
    • $132/SF
    • 402 Days On Market

    Current Estimated Value $293,777

    Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

    1480 Leamington Ln, Winter Haven, FL 33884
    • /2

      Est $301,827

      Not Listed For Sale

      1274 Zambrana Ct, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,961 Sq Ft
      • Built 2021
      1274 Zambrana Ct, Winter Haven, FL 33884

      Last Sold Summary

      • 231 Days On Market

  • /97

    $399,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,928 Sq Ft

    4017 Dunmore Dr, Lake Wales, FL 33859

    Begin the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this beautifully maintained and tastefully updated 3-bedroom, 2-bath, pool home awaits. You will relish the veranda and large custom pool (10’x24’), with views of a seasonal pond, for gracious entertaining and quiet, personal use. Step inside the home to discover a bright,

    Agent Photo

    Brad Kirwan

    GLOBAL LIFESTYLE LLC

    4017 Dunmore Dr, Lake Wales, FL 33859
  • /16

    $2,355 Per Month

    • 4 Beds
    • 2 Baths
    • 2,284 Sq Ft
    • House for Rent

    557 Reddicks Cir, Winter Haven, FL 33884

    EXCITING NEWS: WE ARE CURRENTLY RENOVATING THIS HOME! NOTE THAT THE PHOTOS SHOWN REPRESENT THE HOME BEFORE RENOVATION AND DO NOT REFLECT ANY UPDATES. PLANNED IMPROVEMENTS INCLUDE: NEW HARD SURFACE COUNTERTOPS. APPLY TODAY OR ASK YOUR LEASING SPECIALIST FOR MORE DETAILS! Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent

    557 Reddicks Cir, Winter Haven, FL 33884
  • /16

    $269,990

    Sold Apr 02, 2026

    6448 Domizio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,874 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 13% Below List Price
    • $144/SF
    • 60 Days On Market

    Lennar Villa Mar

    6448 Domizio Dr, Winter Haven, FL 33884
    • /2

      Est $208,626

      Not Listed For Sale

      3418 Raleigh Dr, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,118 Sq Ft
      • Built 2008
      3418 Raleigh Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 126 Days On Market

  • /25

    $275,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft

    1688 Teagan Ln, Winter Haven, FL 33884

    Welcome to easy Florida living in the sought-after community of Peace Creek Reserve in Winter Haven! Built in 2024, this beautifully designed 3-bedroom home offers a modern split-bedroom layout, stylish finishes, and comfortable open living spaces perfect for both relaxing and entertaining. Step inside to discover bright and airy living areas with durable tile flooring flowing throughout the main

    Agent Photo

    Tony Baroni

    KELLER WILLIAMS SUBURBAN TAMPA

    1688 Teagan Ln, Winter Haven, FL 33884
  • /5

    $2,250 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • House for Rent

    437 Fish Hawk Dr, Winter Haven, FL 33884

    Welcome to this beautiful 4 bedroom, 2.5 bath home. located in a highly desirable community. This spacious home offers a functional floor plan with generous living areas, modern kitchen, and comfortable bedroom, making perfect for families or professionals. Enjoy a private backyard and all the benefits of living in well maintained neighborhood close to school, shopping, dinning, parks and major

    Mike Coicou LA ROSA REALTY PRESTIGE

    437 Fish Hawk Dr, Winter Haven, FL 33884
  • /2

    $325,000

    Sold May 27, 2026

    569 Reggie Rd, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 1,933 Sq Ft
    • Built 2024

    Last Sold Summary

    • 2% Above List Price
    • $168/SF
    • 9 Days On Market

    Current Estimated Value $312,440

    Last Listing Agent John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

    569 Reggie Rd, Winter Haven, FL 33884
    • /2

      Est $801,972

      Not Listed For Sale

      2660 Wyndsor Oaks Way, Winter Haven, FL 33884

      • 4 Beds
      • 4 Baths
      • 3,633 Sq Ft
      • Built 2005
      2660 Wyndsor Oaks Way, Winter Haven, FL 33884

      Last Sold Summary

      • 67 Days On Market

Showing Results 41 - 80, Page 2 of 18

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